Sarasota Rentals
- From $270 per night (USD)
VRBO
Beautiful Downtown Cottage near Beaches
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our hidden gem! This 2 bed 2 bath cottage is extremely unique in one of the most renowned neighborhoods of be ...
From $270 per night (USD)VRBO
- Click For Pricing
Expedia
Luxury Modern Ville in Heart of Sarasota
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
An Architectural gem, this custom designed home blends seamlessly with the natural environment. The house wraps around a ...
Click For PricingExpedia
- Click For Pricing
VRBO
Outdoor tiki paradise with pool
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to this charming ranch with all the fun! The lanai enclosed space has a pool and lounge area with the option to ...
Click For PricingVRBO
- From $297 per night (USD)
Expedia
Very tropical, private and peaceful, short walk to everything happening downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in Sarasota's first and oldest neighborhood, quaint Laurel Park is walking distance to everything downtown.and v ...
From $297 per night (USD)Expedia
- From $445 per night (USD)
VRBO
Gorgeous Heated Pool and Spa by Downtown & Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Our beautiful home is right by all the attractions of Sarasota, FL set up with brand new furniture. With 3 bedrooms, 2 b ...
From $445 per night (USD)VRBO
- From $199 per night (USD)
VRBO
\"THE NEST\" THE BEST BEACHES, ENTERTAINMENT AND SHOPPING.\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This 1050 sq ft Paradise hideaway is West Of Tamiami Trail on a Canopied Street. This very private vacation Apt. is an ...
From $199 per night (USD)VRBO
- From $189 per night (USD)
VRBO
Sarasota Downtown, Best Location For Your Vacation !!!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Located in the heart of Sarasota City, just minutes to shopping, dining, golf courses and of course the #1 Beach in the ...
From $189 per night (USD)VRBO
- Click For Pricing
Expedia
The Pearl on the Bay | Luxury Water Front Home Near Siesta Key, Gorgeous Views & Private Pool!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to The Pearl on the Bay, a breathtaking waterfront property that promises an unparalleled vacation experience. N ...
Click For PricingExpedia
- From $152 per night (USD)
VRBO
Private Apartment in Sarasota, Near Pinecraft, Beaches & Downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Escape to this delightful attached apartment with private entrance and parking. Enjoy a bright, spacious interior with a ...
From $152 per night (USD)VRBO
- From $273 per night (USD)
Expedia
Bungalow w\/ Heated Pool by Downtown & Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
A 3 bed/2 bath home 5 miles to award-winning beaches and minutes to airport, downtown, shopping, restaurants, and activi ...
From $273 per night (USD)Expedia
- From $509 per night (USD)
VRBO
*DWTN*Heated Pool* Tropical Paradise!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
This Modern Tropical Home with HEATED pool is just 15 minutes to Lido Key Beach and 7 minutes to Downtown Sarasota!! Tas ...
From $509 per night (USD)VRBO
- From $840 per night (USD)
Expedia
Casamigos | West of the Trail - Private Home with Tiki Bar, Heated Pool, and Spa, Near Siesta Key!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Casamigos, a rare upscale jewel in a sea of vacation rentals. This beautiful, newly furnished 4 Bedroom (all ...
From $840 per night (USD)Expedia
- From $284 per night (USD)
VRBO
Spacious Pool Home Close to Beaches and Downtown
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious pool home close to all of Sarasota, including Siesta and Lido Key Beaches! Spend your days soaking up the sun b ...
From $284 per night (USD)VRBO
- From $396 per night (USD)
Expedia
Bahia Vista Retreat- sleeps 8-9
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Perfect place for vacation at this beautiful remodeled house. This family friendly retreat offers tastefully furnished i ...
From $396 per night (USD)Expedia
- From $217 per night (USD)
VRBO
Sarasota, FL Bungalow | Bright & Breezy Coastal Vibes - 10 mins to White Sand Beaches by RedAwning
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Take in the beachy vibes as soon as you arrive at this stunning coastal interior-designed Florida bungalow. Bringing the ...
From $217 per night (USD)VRBO
- From $219 per night (USD)
Expedia
Discover Hacienda del Sol - Dog-Friendly Home, Downtown Sarasota, Sleeps 8, Walkable Neighborhood
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
SLEEPING ARRANGEMENTS 3 BR / 3 BA / Sleeps 8 Master bedroom - One King bed with en-suite bathroom (walk-in shower) an ...
From $219 per night (USD)Expedia
- Click For Pricing
VRBO
Beautiful home close to city and 15 minutes to beaches.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Our 4 bedroom home is in a beautiful neighborhood just south of the city. Great for walking and biking. Large private ...
Click For PricingVRBO
- From $232 per night (USD)
Expedia
Private Home near Lido\/Siesta Key Beach & Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
ABOUT THE HOUSE/AREA: Make lifelong memories with your family and friends in this cozy and newly renovated home. Our we ...
From $232 per night (USD)Expedia
- From $81 per night (USD)
VRBO
Riverside Oasis 1Bed\/1Bath
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Beautifully elegant suite designed specifically for the relaxing and quiet get away that epitomizes a great vacation. Fr ...
From $81 per night (USD)VRBO
- Click For Pricing
Expedia
Spanish bungalow near everything!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
2 bed 1 bath private home. Spanish revival style with large backyard within walking distance to downtown Sarasota and th ...
Click For PricingExpedia
- From $254 per night (USD)
VRBO
Pinecraft Area Remodeled 3bdr\/2bth Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Great Location and Comfort are what makes this 3 Bedroom Vacation Home special. Located in the Pinecraft area off Bahia ...
From $254 per night (USD)VRBO
- From $401 per night (USD)
Expedia
Near downtown Sarasota & Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This roomy house is only a short drive, walk, bike or bus (scat) away from the #1 Beach in the USA. Siesta Key Beach. Al ...
From $401 per night (USD)Expedia
- From $156 per night (USD)
VRBO
Hemingway Inspired Villa
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Beautiful villa, quiet and comfortable two bedroom one bath close to downtown and the beaches. You can grill on your pri ...
From $156 per night (USD)VRBO
- From $476 per night (USD)
Expedia
Arlington Park Area! Heated Pool 3Bedroom\/2bath Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Arlington Park Area! Freshly renovated, beautiful 3 bedroom/2 bathroom home just 15 minutes away from the Siesta beach a ...
From $476 per night (USD)Expedia
- From $235 per night (USD)
VRBO
Downtown Single Family Modern Bungalow close to beaches and dining by RedAwning
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
A charming single-family historic 2-bedroom Bungalow in the heart of Sarasota, Florida, has updated kitchen with designe ...
From $235 per night (USD)VRBO
- From $423 per night (USD)
Expedia
NEW 3\/2 Remodel near Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our home is fully renovated with nearly brand new furniture. With 3 bedrooms, 2 bathrooms, and 3 beds total, we can comf ...
From $423 per night (USD)Expedia
- From $390 per night (USD)
VRBO
The Olive Turtle - Comfort near Downtown Sarasota and Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy a stylish experience at this centrally-located place. Decorated with curated items from local artists and small bu ...
From $390 per night (USD)VRBO
- From $289 per night (USD)
Expedia
Quiet Downtown Sarasota Villa. Updated 2022.
- Bedrooms:
- 1
- Bathrooms:
- 11
- Sleeps:
- 4
Summary: Enjoy a stylish experience at this centrally-located attached villa, in the heart of Laurel Park, in downtown S ...
From $289 per night (USD)Expedia
- From $879 per night (USD)
VRBO
Luxury Villa near Siesta - private, heated screened pool
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Overview -- Reverently maintained and luxuriously appointed, Three Little Birds marries old Florida charm to modern amen ...
From $879 per night (USD)VRBO
- From $99 per night (USD)
Expedia
Downtown Sarasota Apartment 2BR\/2BA for Couples,Groups, LIDO,SIESTAKEY 5-10mins
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to our private apartment in the heart of the Downtown Area! With 2 bedrooms (1 king 2 full beds), 2 baths, a f ...
From $99 per night (USD)Expedia
- From $247 per night (USD)
VRBO
Unaffected by Hurricane Helene, Ready to Book! Dog allowed, Close to Siesta Key Village
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Casa Tranquilo is a beautifully renovated 3-bedroom, 2-bath modern home in an upscale Sarasota neighborhood, just an 11- ...
From $247 per night (USD)VRBO
- From $282 per night (USD)
Expedia
DT home 10 min. drive from beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Right in the Rosemary District/Gillespie Park, this bright and spacious private home is a 10 minute drive to Lido Beache ...
From $282 per night (USD)Expedia
- From $155 per night (USD)
VRBO
Sarasota Downtown on The Legacy Bike Trail
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Totally Renovated Vintage Cottage one minute to the downtown of Sarasota with the recently completed Legacy Trail right ...
From $155 per night (USD)VRBO
- From $469 per night (USD)
Expedia
Pool Vibes! with Saltwater Pool Sleeps 6!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
"Pool Vibes" has it all! This spacious house is centrally located only minutes to Siesta Key and Lido Key beaches and al ...
From $469 per night (USD)Expedia
- From $166 per night (USD)
VRBO
Idyllic Sarasota Getaway w\/ Private Backyard Patio
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to sunny Sarasota and make this charming 2-bedroom, 1-bathroom vacation rental house your home away from home. Lo ...
From $166 per night (USD)VRBO
- From $380 per night (USD)
Expedia
Amazing Pool House near Downtown and Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our home is fully renovated with nearly brand new furniture. With 3 bedrooms, 2 bathrooms, and 3 beds total, we can comf ...
From $380 per night (USD)Expedia
- From $232 per night (USD)
VRBO
Sarasota Sunshine Cottage #2 - Centrally Located close to beaches and downtown!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Fully Renovated house. This house can be rented alone or in conjunction with the house right next door. Perfect for rela ...
From $232 per night (USD)VRBO
- From $450 per night (USD)
Expedia
Mini-Put-Put Green 3 Bedroom Home with a Pool by Downtown and Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your family will be close downtown and lido/st armands circle / longboat key. 1.3 miles to Main Street in downtown Saras ...
From $450 per night (USD)Expedia
- From $149 per night (USD)
VRBO
Lido Key, walk to Beach, Lido Del Mare
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Lido Del Mare! Here is your chance to live and play on Lido Beach! This stunning 2-bedroom, 2-bath townhome, ...
From $149 per night (USD)VRBO
- From $402 per night (USD)
Expedia
Cocoanut neighborhood, king bed
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy a stylish experience at this centrally-located place that is a short bike ride or short walk to downtown Sarasota. ...
From $402 per night (USD)Expedia
- From $176 per night (USD)
VRBO
Walk to hospital near the beach
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
Experience the harmonious blend of Japandi aesthetics in our exquisite one-bedroom, one-bathroom apartment, conveniently ...
From $176 per night (USD)VRBO
- From $351 per night (USD)
Expedia
Cozy home with private pool, patio, & home office - walk to the bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Cozy Cottage by the Bay Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $351 per night (USD)Expedia
- From $245 per night (USD)
VRBO
Secret Garden ~Downtown, Beaches, Pinecraft, Airports Low cleaning fee~ Sleeps 3
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Enjoy a rejuvenating cottage living experience at this centrally-located space. The interior rooms are spacious and comf ...
From $245 per night (USD)VRBO
- From $350 per night (USD)
Expedia
Villa & Garden in Downtown Sarasota ~ Walkable to downtown, 6 Minutes to Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Our coastal chic, contemporary Sun Villa is situated in Sarasota’s charming downtown historic neighborhood of Laurel Par ...
From $350 per night (USD)Expedia
- From $285 per night (USD)
VRBO
Private Yard, Dog-Friendly, Close to Beaches and Downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Please contact us directly for other length of stay options! Welcome to your dream vacation getaway in the heart of Sar ...
From $285 per night (USD)VRBO
- From $195 per night (USD)
Expedia
Downtown Home - 5 Min to Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Come and enjoy a charming single-family 2-bedroom home in the heart of Sarasota Florida, with all new furnishings! You ...
From $195 per night (USD)Expedia
- From $260 per night (USD)
VRBO
Downtown Escape! All new! Cute Villa in Sarasota!
- Bedrooms:
- 1
- Bathrooms:
- 9
- Sleeps:
- 3
Summary: Wow! Perfect for 2 or 3 people who like their own space & all the comforts of home away from home. Completely ...
From $260 per night (USD)VRBO
- From $386 per night (USD)
Expedia
Spacious 2Bed\/2Bath Waterfront Condo Patio Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Spacious floorplan perfect for 2 couples or a family w 1300 sq feet! Most units on property are much smaller. ...
From $386 per night (USD)Expedia
- From $92 per night (USD)
VRBO
Pet-Friendly Apartment at Downtown! Fenced Yard with BBQ & Playground ,3 people
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Newly renovated apartment featuring 1 bedroom, a living room, 1 bathroom with a shower, and a fully furnished kitchen eq ...
From $92 per night (USD)VRBO
- From $341 per night (USD)
Expedia
FALL SPECIAL! Updated and upgraded. Close to Beaches, Downtown, Hospital.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Vacation in style in with a fully fenced in private back yard for outdoor dining, night time marsh mellow roast or catch ...
From $341 per night (USD)Expedia
- From $223 per night (USD)
VRBO
Idyllic Sarasota Home w\/ Yard: 2 Mi to Beach!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Immerse yourself in the comforting ambiance of this 3-bedroom, 1-bath vacation rental in Sarasota. This abode boasts a f ...
From $223 per night (USD)VRBO
- From $177 per night (USD)
Expedia
King Bed Walk to SMH Hospital
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Across the street from Sarasota Memorial Hospital. Minutes from both downtown and Siesta Key Beach. The best, most centr ...
From $177 per night (USD)Expedia
- Click For Pricing
VRBO
The Yellowbelle, Adorable 3\/2 Near Pinecraft!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Centrally located on the upper side of Pinecraft, this peaceful house is located on a low key quiet street. You’ll be ju ...
Click For PricingVRBO
- From $424 per night (USD)
Expedia
Palm Tree Cottage Pool House
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This is a beautiful home for you to bring your family and friends to relax and enjoy The pool It is heated in the wint ...
From $424 per night (USD)Expedia
- From $382 per night (USD)
VRBO
Royal Palms Oasis | Near Beach, Pet-Friendly w\/ Private Pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
BNB Breeze Presents: Royal Palms Oasis! This incredible pet-friendly stay in Sunny Sarasota is your dream vacation in p ...
From $382 per night (USD)VRBO
- From $230 per night (USD)
VRBO
Central Sarasota Beach House w\/ Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Experience the best of Sarasota living in this stylish, trendy beach cottage perfectly situated in a central location. T ...
From $230 per night (USD)VRBO
- From $217 per night (USD)
Expedia
Sarasota Airport House
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to our cozy Sarasota retreat! This charming home offers 3 queen-sized bedrooms, a well-equipped kitchen, and a c ...
From $217 per night (USD)Expedia
- From $336 per night (USD)
Expedia
2 king beds, large yard, laundry
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
You will be able to play on the beach all day then relax at your own private home. Your stay will include • Comfy k ...
From $336 per night (USD)Expedia
- From $264 per night (USD)
VRBO
Sarasota Home w\/ Patio & Gas Grill: 2 Mi to Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Create lasting memories in the Sunshine State when you stay at this lovely 2-bedroom, 1-bath Sarasota vacation rental! W ...
From $264 per night (USD)VRBO
- From $362 per night (USD)
Expedia
Sunshine Awaits- Heated Pool Home! 6 min to Downtown SRQ!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Immerse yourself in paradise at Sunshine Awaits, your inviting 3-bedroom, 2-bathroom vacation home in Sarasota, Florida! ...
From $362 per night (USD)Expedia
- From $286 per night (USD)
VRBO
Sarasota Banyan Retreat - Walk to Bay & Ringling!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Botanical garden retreat in exclusive Sapphire Shores / Indian Beach in Sarasota. The craftsman home was originally buil ...
From $286 per night (USD)VRBO
- From $258 per night (USD)
Expedia
Walk to Downtown King bed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Steps away from the best shopping and dining in Sarasota, this place puts you in the middle of it. Your stay will inclu ...
From $258 per night (USD)Expedia
- From $776 per night (USD)
VRBO
Luxurious Dual-Home Retreat in Prime Sarasota Location
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Experience the ultimate botanical garden retreat in the exclusive Sapphire Shores / Indian Beach neighborhood of Sarasot ...
From $776 per night (USD)VRBO
- From $305 per night (USD)
Expedia
Coastal Contemporary Home Near Main St, Restaurants, Shopping & Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Experience coastal charm in this 3BD/2BA Sarasota gem! Centrally located near restaurants and shopping, just 1.1 mi from ...
From $305 per night (USD)Expedia
- From $413 per night (USD)
VRBO
Spacious and dog friendly, close to Gulf beaches and entertainment, WIFI, AC
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 2
Casa De Las Palmas Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $413 per night (USD)VRBO
- From $568 per night (USD)
Expedia
Designer home minutes from downtown! 6 beds 3 full bathrooms
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Enjoy high-end living in one of Sarasota’s best neighborhoods. Only a few minute drive to downtown Sarasota and st. Arma ...
From $568 per night (USD)Expedia
- From $232 per night (USD)
VRBO
Book now, and make memories that will last a lifetime in the heart of Sarasota!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This beautiful home is perfectly located in the heart of Sarasota. Renovated 3 bedrooms and 2 modern bathrooms, with plu ...
From $232 per night (USD)VRBO
- From $643 per night (USD)
Expedia
Gorgeous Pool Home Minutes to Downtown\/Beaches
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
This is a gorgeous 4 bedroom house within minutes to downtown Sarasota. There is a beautiful heated pool, mini put put g ...
From $643 per night (USD)Expedia
- From $271 per night (USD)
VRBO
New Luxury Condo near Downtown Sarasota Sleeps 4. Pet Friendly with Gym & Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Step inside your vacation retreat along the Hudson Bayou just a bike ride away from downtown Sarasota. Whether you decid ...
From $271 per night (USD)VRBO
- From $106 per night (USD)
VRBO
Remodeled 2 bedroom 2 bedroom condo with swimming pool& tennis court in Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The two bedroom, two bathroom condo with luxury memory king-sized and queen-sized beds, all new Whirlpool appliances, gr ...
From $106 per night (USD)VRBO
- From $1429 per night (USD)
VRBO
Downtown Sarasota Compound |Pet Friendly | Extended Stays |Large Groups | Beach
- Bedrooms:
- 10
- Bathrooms:
- 8
- Sleeps:
- 20
Gillespie Park includes 10 acres of trails, playground, basketball, pickleball courts, tennis courts, pond & 2 public do ...
From $1429 per night (USD)VRBO
- From $214 per night (USD)
Expedia
Sarasota-Close to Lido & Siesta Beaches, Downtown, Pinecraft & Nathan Benderson\n
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to the Tuttle Bay Getaway. A non-smoking updated duplex property with a private entrance, designated parking, ou ...
From $214 per night (USD)Expedia
- From $240 per night (USD)
VRBO
Tuttle Bay Getaway Unit A&B\n
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the Tuttle Bay Getaway. A non-smoking updated duplex property with a private entrance, designated parking, ou ...
From $240 per night (USD)VRBO
- From $232 per night (USD)
Expedia
Community Pool, Downtown Sarasota, Near Beach, Admirals Watch
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Admirals Watch, your luxurious 5th-floor retreat in The Strand, Sarasota, offering treetop views of Sarasota ...
From $232 per night (USD)Expedia
- From $457 per night (USD)
VRBO
Bungalow with 3 bedrooms, WiFi, AC in historic downtown area of Sarasota
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Unwind in Sarasota at this lovely bungalow. With 3 bedrooms, including 1 queen bed, 1 sofa bed, and 2 twin beds in the c ...
From $457 per night (USD)VRBO
- From $349 per night (USD)
Expedia
Beautiful Queen Suite Home! 10 Minutes From The Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your delightful Sarasota retreat! Just 15 minutes from the sun-kissed Gulf Coast beaches, this charming Oasis ...
From $349 per night (USD)Expedia
- From $106 per night (USD)
VRBO
Downtown Sarasota Apartment 2BR\/2BA, Pet-Friendly close to LidoBeach & SiestaKey
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to our private apartment in the heart of Downtown Area! With 2 bedrooms (1 queen, 2 full beds), 2 baths, a futon ...
From $106 per night (USD)VRBO
- From $244 per night (USD)
Expedia
Amazing NEW Home Minutes from BEACH, HOT TUB, Travel Crib, Fire Pit, King Bed
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Stay comfortably in Sarasota at this 3-bedroom house. This amentity-rich property offers a relaxing and quaint atmospher ...
From $244 per night (USD)Expedia
- From $400 per night (USD)
VRBO
BBQ king bed central cocoanut sarasota bay
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy a comfortable and convenient stay in the up-and-coming neighborhood of Central Cocoanut. This thriving area is hom ...
From $400 per night (USD)VRBO
- From $799 per night (USD)
Expedia
Tiki Tide Villa | Private POOL + Tiki Hut!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
BNBBreeze Presents Tiki Tide Villa! Experience the essence of coastal living at Tiki Tide Villa. Just 25 minutes from Si ...
From $799 per night (USD)Expedia
- From $972 per night (USD)
VRBO
Serenity Springs | Private POOL + Waterfall!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
BNBBreeze presents Serenity Springs! Experience this stunning, peaceful oasis in the heart of Sarasota, located moments ...
From $972 per night (USD)VRBO
- From $1281 per night (USD)
Expedia
Modern New Home - Private Pool, Spa, Rooftop Deck, Game Room, & More! 🏝️ ☀️
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to Waldemere's Wonderland: A Luxurious Retreat in the Heart of Sarasota Discover the perfect blend of comfort an ...
From $1281 per night (USD)Expedia
- From $132 per night (USD)
VRBO
Charming 2-bedroom house w\/Central AC, WiFi, Washer\/Dryer in beautiful Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Experience Sarasota like a local in this 2-bedroom house. The bedrooms feature 2 queen beds, ensuring a pleasant night's ...
From $132 per night (USD)VRBO
- From $720 per night (USD)
Expedia
Arlington Ocean Oasis! 5BR 5BA w\/ Heated Pool
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to the Arlington Ocean Oasis, a modern and luxurious rental property offering an unparalleled coastal experience ...
From $720 per night (USD)Expedia
- Click For Pricing
VRBO
Seaside Haven 10min to Siesta Keys - 4BR \/ 2.5BA House
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to this stunning NEW (2024 built) villa in Arlington Park, Sarasota! Featuring 4 BD, 2.5 BA, and just 10 min fr ...
Click For PricingVRBO
- From $832 per night (USD)
Expedia
Cozy Pinecraft 2bd 1.5bath Cottage minutes to Downton Sarasota and Beaches!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to paradise in this beautifully styled 2-bedroom 1.5-bathroom home, perfectly located just minutes to Downtown Sa ...
From $832 per night (USD)Expedia
- From $306 per night (USD)
VRBO
1\/1.5 Modern Waterfront Condo with Pool and Fitness Room
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
This fully furnished third-floor waterfront condo is centrally located on the West side of “The Strand” and spreads over ...
From $306 per night (USD)VRBO
- From $477 per night (USD)
Expedia
Luxury Home, Pool, Mins to Beach and Downtown Sarasota
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your modern oasis in the heart of Sarasota, where chic design meets luxurious comfort. This stunning two-stor ...
From $477 per night (USD)Expedia
- From $269 per night (USD)
VRBO
Dog-Friendly, Cozy Cottage, Private Patio, Walk to Bay, Near Downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your serene escape in the heart of Sapphire Shores, a picturesque neighborhood in Sarasota just blocks from t ...
From $269 per night (USD)VRBO
- From $158 per night (USD)
Expedia
Family and dog friendly, centrally located, close to parks, shopping and beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Tropical Sunset Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $158 per night (USD)Expedia
- From $172 per night (USD)
VRBO
Charming Artist 2-bedroom bungalow in Historic Gillespie Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Stay comfortably in Sarasota at this 2-bedroom bungalow. Experience the cool vibe of this wonderful property with a gour ...
From $172 per night (USD)VRBO
- From $465 per night (USD)
Expedia
Walk to Downtown, Rooftop Jacuzzi, Contemporary Decor
- Bedrooms:
- 4
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Cityscape Retreat, an exquisite 4-story modern townhome nestled in the vibrant uptown district of Sarasota. P ...
From $465 per night (USD)Expedia
- From $409 per night (USD)
VRBO
Elegantly Renovated Gem I in the heart of Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to a beautifully restored historic home in the enchanting Burns Court neighborhood. We have a cluster of 3 neighb ...
From $409 per night (USD)VRBO
- From $385 per night (USD)
Expedia
Elegantly Renovated Gem II
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to a beautifully restored historic home in the enchanting Burns Court neighborhood. We have a cluster of 3 neighb ...
From $385 per night (USD)Expedia
- From $368 per night (USD)
VRBO
Charming 3-bedroom house with a new private heated pool near Siesta Key beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Discover this charming Sarasota Sunshine Pool House, 10 min from Siesta Key Beach and 5 min from downtown Sarasota’s res ...
From $368 per night (USD)VRBO
- From $285 per night (USD)
Expedia
FALL SPECIAL! Charming 1-bedroom house in beautiful Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Nestled in Sarasota, this delightful house offers a terrific stay for guests. Exquisite compact design! The one-bed, on ...
From $285 per night (USD)Expedia
- From $466 per night (USD)
VRBO
3-bedroom house in brilliant Sarasota with WiFi, AC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Located in Sarasota, enjoy what this 3-bedroom house has to offer. With 1 king bed, 1 queen bed, 1 bunk bed, and 1 full ...
From $466 per night (USD)VRBO
- From $572 per night (USD)
Expedia
Sarasota Memories For a Lifetime, 3 Bedroom, 3 Bathroom With Large Heated Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Experience the allure of Sarasota Memories for a Lifetime, a beautiful rental with a Mid Century Modern Feel. This 3-bed ...
From $572 per night (USD)Expedia
- From $144 per night (USD)
VRBO
Disk golf BBQ King Bed
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This house is close to everything. Minutes from the airport and you will be unpacking in no time. You are in walking dis ...
From $144 per night (USD)VRBO
- From $486 per night (USD)
Expedia
Downtown Coastal 3\/2 Heated Pool House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Casa Azul! This 2024 refurbished, stylish pool residence boasts abundant natural light, a modern coastal atmo ...
From $486 per night (USD)Expedia